Cellulose compositions of matter



Patented Au 9, 1932 UNITED STATES PATENT OFFICE p m :rosnrn or LYON,names, assronon re a. I. no rom'nn nmrouns a comm, onwumoron, nnn awann,a conronarron or nnnawann cnnnonosa comrosrrrons or mama Io Drawing.Application filed January 24, 1880, Serial 1T0. 428,286, and in FranceIay 81, 1829 This invention relatestocompositions of matter havingcellulose derivatives as their hams. More particularly, it relates tocompositions of matter having cellulose derivatives, such as the. ethersor esters, as their bases associated with a plasticizer'and afireproofing a cut, said com ositions being ada ted to employed in t emanufacture of exible products, such as films, pellicles, v

1o varnishes, artificial threads and filaments, or. masses analogous tocelluloid. Prior to this invention, numerous compounds have been addedto cellulose deriva- :.tives to render them non-inflammable and 5 115supple. Tri-phenylphosphate and tri-cresyl phosphate or mixtures thereofhave been uite extensively used for this (purpose.

. &hese compounds, however, possesse disadvantages. When used alone theywere inca able of being absorbed b all types of cellu ose acetate.Gompounde with acetates having a high percentage of combined aceticvacid as for example more than 54%, there resulted products of reduced.inflammabihty 26 characteristics. When associated in amounts of from 20%to with cellulose acetates having a combined acetic acid .content lessthan 53% and after standing some time, they exuded from the mass. andformed crystalline efliorescences. To avoid this disadvantage it wasnecessary to reduce the percentage of the tri-phenyl and/or tri-cres'ylphosphateused or to use these compounds in comrendering the finalproduct fireproof. Thus,

Tri-resorcmol phosphate or tri-m-oxy- .and treating the product withwater.

severalphenol -ester,

bination with other plasticizers incapable of the degree or theincombustibility or fire- 'Ihecellulose derivative may be the ether orIt is prepared by heating resorcinol with an excess amount ofphosphorous pentachloride x' Beilstein I Handbuch der Organische Chemie,4th edit. Literature'u to January 1, 1910, inclusive, Berlin-Ju 'usSprun ear-1923, volume 6, 819, refers to this an stance as folloys:hosphoric-Tris(3-oxy- Tris- (3-oxy-phenyl) -phosphate.

It is therefore an object of this invention to provide a composition ofmatter containing a cellulose derivative and tri-resorcinol .15 I

phosphate or tri-m-oxyphenyl phosphate as a plasticizer and fireproofingagent.

Another ob'ect of this invention is to provide a plastlcizer andfireproofing agent capable of being used with all cellulose ace e0 tatesincluding those having a combined acetic acid content of less than 53%without exuding therefrom on standing.

Other objects will appear from the follow- I ing description andappended claims. :86"

According to one modification of this invention, tri-resorcinolphosphate or tri-moxyphenyl phosphate is associated with cellulosederivatives in the roduction of comositions of matter capaible'of beingmanuactured into flexible, non-inflammable and/or fireproof products,such as films, ,pelheles, varnishes, artificial threads and fil-'aments, or masses analogous to celluloid.

ester or combinations thereof including the alkly, aryl or aralkylgcelluloses, cellulosenitrate, cellulose monoacetobutyrate and analogouscompounds.

Various proportions of the oompoundmay be used. I have found that, ifthe tri-resorcinol phosphate or tri-m-oxyphenyl hosphate is used in thepercentages ranging cm to 32% based on the cellulose derivative,satisfactory results are obtained.

In order to more clearly explain the invention, the following s ecificexamples are 'without of the invention.

. set forth. It is to be on erstood that the in. vention is notrestricted thereto, since is obvious that various chan s in themanipulative ste and/or ingredients may be made eparting from thenature-or spirit Example I .--A solution is obtained by dissolving 175grams of cellulose acetate suit-W able for the manufacture of films andgrams of tri-resorcinol phosphate or tri-moxyphenyl phosphate in 750grams of we tone. The solution thus produced is filtered, if necessary,and cast in the usual'mannelg.

that is, spreading or flowing it on a polishe surface and permitting theacetone to evaporate. Subseggnt to the evaporation of the solvent, theand dried.

A film produced in this manner is supple and possesses all thecharacteristics of noninflammability. The plasticizer and fire proofingagent do not exude from the mass, even when the film is subjected to thevariais stripped from the support .tions of the hygrometric state or oftempera- Example lI.--A homogeneous mass is obtained b kneading 75 kiloams of cellulose acetate aving a combine acetic acid content ofapproximately 52% with 24 kilograms of tri-resorcinol phosphate ortri-moxyphenyl hosphate and kilograms of .acetone. T 's mass may besubsequently tial period of time.

Ewample JUL-13 kilograms of cellulose monoacetobutyrate or cellulosediacetomonm but rate and 3.250 kilograms of tri-resorcino phosphate ortri-m-oxyphenyl phosphate are dissolved in a mixture of 90 liters ofchloroform'andj 10 liters of ethyl alcohol. This solution, afterfiltration (if necessary) ,is cast on suitable supporting surfaces as iswell known in the art. After evaporation of the solvent the film isstripped from said support and dried in the usual manner. The film isstrong, pliable and non-combustible.

Ewample lV.A solution is produced by dissolving 12 kilograms of ethylcellulose and 3 kilograms of tri-resorcinol phosphate ortri-m-oxyphenylphosphate in a mixture of liters of benzene and 40 litersof eth l alcohol. After filtration, if necessary, me are ibility desiredin the n mab pliant and relatively stable.

produced in the usual manner, as described above.

The films produced from this solution are pliable, strong and burn withdifficulty.

Example V.-15 kilo ams of nitrocellulose and-1.5 kilograms otri-resorcinol phosphate or tri-m-oxyphenyl phosphate are dissolved inamixture of SOliters of acetone and 20 liters of alcohol. I The solutionthus obtained may be .used in avarnish orin the preparation of films. 1In the preparation of the compositions and products above described,other plasticizers may be used in conjunction with the titresorcinolhosphate or tri-m-o hen'yl phos-, on the flex- I his, of course do nroduct' 'an'd the amount of tri resorcinol p osphateltoj-be added. v

phate.

resorcinol. phosphate, or tri-m-oxyphenyl phoslphate. This compositionis non-lnfiam le, fiexible,"

e and/or fireproof, -su

us, the plasticizer and fireproofinga nt do not exude from the producteven an er changes of the hygrometric state or temperature.Tri-resorcinol phosphate or tri-m-oxyphenyl phosphate is capable ofbeing used with the various cellulose acetates including those .From theabove it is obvious thatiI liave .1" r i prepared a new composition ofmatter which comprises Ia j cellulose derivative and .tri-,

'LII

having combined acetic acidcontents less than 53% without exudingtherefrom. I

Though the invention has been described above particularly with respectto cellulose derivatives, it is apparent that the tri-' resorcinolphosphate or tri-m-oxyphen l phosphate may be used with other materia s,particularly those in iwhichitis desired that the final product possessthe characteristics of non-inflammabflity and/or fireproofiiess aswell-as 'pliabilit'y and flexibility. i

Since itfis obvious that various changes in i i the specific detailsabove set forth may be made by one skilled in the-art without departingfrom the nature or spirit of this i: vention, the latter is notrestricted thereto except as set forth in the appended claims.

I claim:

1. A composition of mattercomprising a cellulose derivative andtri-m-oxyphenyl phosphate as a plasticizer and fireproofing agent. p r Y2. A composition of matter comprising a cellulose I ester, andtri-m-oxyphenyl phosplate as a plasticizer and fireproofing agent.

3. A composition of matter comprisingoellulose acetate andtri-m-oxyphenyl phosphate as a plasticizer and fireproofing agent.

4. A composition of matter comprising cellulose acetate havin a combinedacid content less than 53% an phate as a plasticizer and fireproofingagent.

5. A. composition of matter comprising a tri-m-oxyphenyl phosy00111111380 dlerigztigle gdflllwb to 82% of 0 on n a montages I131011L131 111cm derixtive. 6. A oompositlon of matter com rising cellulgseicegate and 23? to 82% o tri'-moxyp any ate a pemantages bemg' based onsai ce uloseaoetate.

In testimony whereof, I have liked my signature to this ification. 1

MAX J SEPH THZEUMANN.

